Structure Database (LMSD)

Common Name
punaglandin 3
Systematic Name
methyl 5S,6S-diacetoxy-9-oxo-10-chloro-12R-hydroxy-7E,10E,14Z,17Z-prostatetraenoate-cyclo[8,12R]
Synonyms
LM ID
LMFA03120031
Formula
C25H33O8Cl
Exact Mass
Calculate m/z
496.186398
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Clavulones [FA0312]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]
Hydroxy fatty acids [FA0105]
Halogenated fatty acids [FA0109]
Carbocyclic fatty acids [FA0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Carijoa riisei (#360972)
Anthozoa (#6101)
The punaglandins: 10-chloroprostanoids from the octocoral Telesto riisei.,
J Nat Prod, 1994
Pubmed ID: 7857405

String Representations

InChiKey (Click to copy)
DWJPUNIYVACWRP-FNUSQCTKSA-N
InChi (Click to copy)
InChI=1S/C25H33ClO8/c1-5-6-7-8-9-10-14-25(31)16-20(26)24(30)19(25)15-22(34-18(3)28)21(33-17(2)27)12-11-13-23(29)32-4/h6-7,9-10,15-16,21-22,31H,5,8,11-14H2,1-4H3/b7-6-,10-9-,19-15-/t21-,22-,25+/m0/s1
SMILES (Click to copy)
[C@@]1(O)(C/C=C\C/C=C\CC)C=C(Cl)C(=O)/C/1=C/[C@H](OC(=O)C)[C@@H](OC(C)=O)CCCC(=O)OC

Other Databases

CHEBI ID
169744
LIPIDBANK ID
XPR8019
PubChem CID
5283246

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 1
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 493.11
Topological Polar Surface Area 116.20
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 8
logP 4.72
Molar Refractivity 128.29

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Created at
-
Updated at
3rd Jun 2021